Pseudouridine 5'-phosphate

Details

• Internal ID: 437ccd24-cc07-4fb2-ab07-911068b3bfa5
• Taxonomy: Organic oxygen compounds > Organooxygen compounds > Carbohydrates and carbohydrate conjugates > Monosaccharides > Pentoses > Pentose phosphates
• IUPAC Name: [(2R,3S,4R,5S)-5-(2,4-dioxo-1H-pyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• SMILES (Canonical): C1=C(C(=O)NC(=O)N1)C2C(C(C(O2)COP(=O)(O)O)O)O
• SMILES (Isomeric): C1=C(C(=O)NC(=O)N1)[C@H]2[C@@H]([C@@H]([C@H](O2)COP(=O)(O)O)O)O
• InChI: InChI=1S/C9H13N2O9P/c12-5-4(2-19-21(16,17)18)20-7(6(5)13)3-1-10-9(15)11-8(3)14/h1,4-7,12-13H,2H2,(H2,16,17,18)(H2,10,11,14,15)/t4-,5-,6-,7+/m1/s1
• InChI Key: MOBMOJGXNHLLIR-GBNDHIKLSA-N
• Popularity: 28 references in papers

Physical and Chemical Properties

• Molecular Formula: C₉H₁₃N₂O₉P
• Molecular Weight: 324.18 g/mol
• Exact Mass: 324.03586699 g/mol
• Topological Polar Surface Area (TPSA): 175.00 Ų
• XlogP: -4.50
• Atomic LogP (AlogP): -2.67
• H-Bond Acceptor: 7
• H-Bond Donor: 6
• Rotatable Bonds: 4

Synonyms

• Pseudouridylic acid
• 1157-60-4
• Pseudouridine-5'-Monophosphate
• 2,4(1H,3H)-Pyrimidinedione, 5-(5-O-phosphono-beta-D-ribofuranosyl)-
• [(2R,3S,4R,5S)-5-(2,4-dioxo-1H-pyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]methyl dihydrogen phosphate
• (1S)-1,4-anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-5-O-phosphono-D-ribitol
• {[(2R,3S,4R,5S)-5-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3,4-dihydroxyoxolan-2-yl]methoxy}phosphonic acid
• [5-(2,4-dioxo-1H-pyrimidin-5-yl)-3,4-dihydroxy-oxolan-2-yl]methoxyphosphonic acid
• Pseudouridine monophosphate
• SCHEMBL851399
• 88NC65Q5EZ
• CHEBI:18116
• DB03829
• C01168
• Q27102833
• Uracil, 5-beta-D-ribofuranosyl-, 5'-(dihydrogen phosphate)
• 5-(5-O-Phosphono-beta-D-ribofuranosyl)-2,4(1H,3H)-pyrimidinedione
• 5-(5-O-phosphono-beta-D-ribofuranosyl)pyrimidine-2,4(1H,3H)-dione
• ((2R,3S,4R,5S)-5-(2,4-Dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-3,4-dihydroxytetrahydrofuran-2-yl)methyl dihydrogen phosphate
• (1S)-1,4-anhydro-1-(2,4-dioxo-1,2,3,4-tetrahydropyrimidin-5-yl)-D-ribitol 5-(dihydrogen phosphate)
• PSU

2D Structure

ADMET Properties (via admetSAR 2)

Target	Value	Probability (raw)	Probability (%)
Human Intestinal Absorption	-	0.8035	80.35%
Caco-2	-	0.9489	94.89%
Blood Brain Barrier	+	0.6750	67.50%
Human oral bioavailability	-	0.7143	71.43%
Subcellular localzation	Mitochondria	0.7127	71.27%
OATP2B1 inhibitior	-	1.0000	100.00%
OATP1B1 inhibitior	+	0.9090	90.90%
OATP1B3 inhibitior	+	0.9422	94.22%
MATE1 inhibitior	-	0.9800	98.00%
OCT2 inhibitior	-	0.9500	95.00%
BSEP inhibitior	-	0.9513	95.13%
P-glycoprotein inhibitior	-	0.8930	89.30%
P-glycoprotein substrate	-	0.9236	92.36%
CYP3A4 substrate	+	0.5327	53.27%
CYP2C9 substrate	-	0.6025	60.25%
CYP2D6 substrate	-	0.8623	86.23%
CYP3A4 inhibition	-	0.8452	84.52%
CYP2C9 inhibition	-	0.8808	88.08%
CYP2C19 inhibition	-	0.8521	85.21%
CYP2D6 inhibition	-	0.9059	90.59%
CYP1A2 inhibition	-	0.7850	78.50%
CYP2C8 inhibition	-	0.8892	88.92%
CYP inhibitory promiscuity	-	0.9266	92.66%
UGT catelyzed	-	0.7000	70.00%
Carcinogenicity (binary)	-	0.8700	87.00%
Carcinogenicity (trinary)	Non-required	0.5807	58.07%
Eye corrosion	-	0.9815	98.15%
Eye irritation	-	0.8938	89.38%
Skin irritation	-	0.7868	78.68%
Skin corrosion	-	0.9257	92.57%
Ames mutagenesis	-	0.6100	61.00%
Human Ether-a-go-go-Related Gene inhibition	-	0.7239	72.39%
Micronuclear	+	0.9018	90.18%
Hepatotoxicity	+	0.5179	51.79%
skin sensitisation	-	0.8453	84.53%
Respiratory toxicity	+	0.7000	70.00%
Reproductive toxicity	+	0.9000	90.00%
Mitochondrial toxicity	+	0.8750	87.50%
Nephrotoxicity	-	0.7040	70.40%
Acute Oral Toxicity (c)	III	0.5769	57.69%
Estrogen receptor binding	-	0.5577	55.77%
Androgen receptor binding	-	0.5806	58.06%
Thyroid receptor binding	-	0.5532	55.32%
Glucocorticoid receptor binding	-	0.6193	61.93%
Aromatase binding	-	0.5158	51.58%
PPAR gamma	-	0.5174	51.74%
Honey bee toxicity	-	0.6722	67.22%
Biodegradation	-	0.7500	75.00%
Crustacea aquatic toxicity	-	0.6250	62.50%
Fish aquatic toxicity	-	0.5994	59.94%

Targets

Proven Targets:

No proven targets yet!

Predicted Targets (via Super-PRED):

CHEMBL ID	UniProt ID	Name	Probability	Model accuracy
CHEMBL253	P34972	Cannabinoid CB2 receptor	95.32%	97.25%
CHEMBL5619	P27695	DNA-(apurinic or apyrimidinic site) lyase	92.92%	91.11%
CHEMBL3251	P19838	Nuclear factor NF-kappa-B p105 subunit	91.78%	96.09%
CHEMBL3230	O95977	Sphingosine 1-phosphate receptor Edg-6	91.58%	94.01%
CHEMBL3401	O75469	Pregnane X receptor	91.00%	94.73%
CHEMBL5957	P21589	5'-nucleotidase	90.60%	97.78%
CHEMBL2288	Q13526	Peptidyl-prolyl cis-trans isomerase NIMA-interacting 1	90.22%	91.71%
CHEMBL4040	P28482	MAP kinase ERK2	89.98%	83.82%
CHEMBL4016	P42262	Glutamate receptor ionotropic, AMPA 2	88.20%	86.92%
CHEMBL4261	Q16665	Hypoxia-inducible factor 1 alpha	87.51%	85.14%
CHEMBL4203	Q9HAZ1	Dual specificity protein kinase CLK4	86.37%	94.45%
CHEMBL3108638	O15164	Transcription intermediary factor 1-alpha	84.54%	95.56%
CHEMBL255	P29275	Adenosine A2b receptor	84.25%	98.59%
CHEMBL2581	P07339	Cathepsin D	84.16%	98.95%
CHEMBL3038477	P67870	Casein kinase II alpha/beta	82.09%	99.23%
CHEMBL3137262	O60341	LSD1/CoREST complex	81.74%	97.09%
CHEMBL226	P30542	Adenosine A1 receptor	80.34%	95.93%

Plants that contains it

There are no matching plants.

Cross-Links

• PubChem: 439424
• LOTUS: LTS0046185
• wikiData: Q27102833